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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 562690Erstellt: 25. Oktober 2026

Benzenamine, 2-bromo-4-nitro- → 3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione

https://huagongshe.com/reaction/562690

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzenamine, 2-bromo-4-nitro-HCID 25840—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktDiisopropylethylamineHCID 81531—
EduktMethyl 2-isocyanatobenzoateHCID 519494—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-(2-Bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dioneHCID 2206440144,2%

Reaktionsschritte

To a solution of methyl 2-isocyanatobenzoate (0.266 g, 1.5 mmol) and 2-bromo-4-nitroaniline (0.325 g, 1.5 mmol) in DMF (2 mL) was added DIEA (0.79 mL). The reaction mixture was stirred at room temp for 24 hr, with addition of DBU (0.22 mL) at 17 hr. The reaction mixture was extracted with EtOAc, washed with 1 N HCl and brine, dried and concentrated to give crude product, which was chromatographed on silica gel with 10% EtOAc/CH2Cl2 to give 3-(2-bromo-4-nitrophenyl)-1,3-dihydroquinazoline-2,4-dione (0.24 g, 44%). ES-MS (M+H)+=362, 364 (Br).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08067428B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-8094c4135b0c4c9196cdcc72529eb6d2
Quellennotizuspto-grants-2011_11